4-Chloro-2,6-dimethylphenyl bromide

Name: 4-Chloro-2,6-dimethylphenyl bromide
Brand: ChemScene
Availability: InStock
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CAS No. 103724-99-8
Cat. No. CS-W020016
Purity≥97%
MDL No.MFCD07780649

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Chloro-2,6-dimethylphenyl bromide|CS-W020016

Structure of 103724-99-8

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General Information

CAS No. 103724-99-8
Cat. No. CS-W020016
Purity ≥97%
MDL No. MFCD07780649
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrCl
Molecular Weight None
Synonym(s) 2-Bromo-5-chloro-1,3-dimethylbenzene; 6-diMethylbroMo benzene
SMILES CC1=C(Br)C(C)=CC(Cl)=C1

Description

4-Chloro-2,6-dimethylphenyl bromide is a sterically hindered aryl bromide featuring electron-withdrawing chlorine and methyl groups that modulate reactivity. This bench-stable reagent enables direct coupling in cross-coupling protocols, offering predictable regioselectivity and compatibility with palladium catalysis under standard conditions.

Application

4-Chloro-2,6-dimethylphenyl bromide serves as a versatile aryl halide building block for Suzuki-Miyaura and Negishi coupling reactions. The ortho-methyl groups provide steric shielding that enhances stability and minimizes undesired side reactions, while the para-chloro substituent offers orthogonal reactivity in sequential functionalization. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative synthesis of complex biaryl scaffolds and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  24596-18-7
- ~91%
- In-stock
  
  103724-99-8
References
- Bayer CropScience AG Patent: US2010/234652 A1, 2010 ; Location in patent: Page/Page column 4 ;
Route2
- 75-25-2
- 103724-96-5
- ~77%
- In-stock
  
  103724-99-8
References
- Jenneskens, L. W.; Wolf, W. H. De; Bickelhaupt, F. Synthesis, 1985 , # 6/7 p. 647 - 649

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H317-H410
Precautionary Statements : P273-P391-P501

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Computational Chemistry Data

TPSA 0
LogP 3.71934
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Chloro-2,6-dimethylphenyl bromide

CAS No. 103724-99-8

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